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A low podium furnished with a chaise-long was positioned in the centre of the room. Although the podium was brightly illuminated the lighting was such as to throw the perimeter of the room into pools of shadow providing an intimate cosy atmosphere. Sofas and easy chairs had been placed around the walls along with a huge sideboard which accommodated salvers of dainty sandwiches and a selection of Canapés.
I had been instructed to ensure the guests were supplied with drinks which I carried and distributed from a silver tray. The guests were mainly of mature years with a few younger couples amongst them, they all seemed very pleasant and polite and much to my relief, hardly gave me a glance as I passed, self consciously, amongst them.
As the evening progressed I became aware that the good natured chatter and laughter of the guests had subsided somewhat and I looked round to find the cause. One of the young male guests had led his partner, a beautiful blond lady to the centre of the room, I watched as two of the maids took her hands and helped her up onto the podium.
The young man returned to his circle of friends and the room became completely silent. I made my way to the servants exit in order to replenish the empty glasses on my tray then surreptitiously peered round the door jam in order to see what was happening. The young lady had been divested of her evening gown and underwear by the two maids. Settling her back on the chaise-long they each took a stockinged ankle and bending her knees towards her breasts, spread and held her legs wide apart. There was a gasp and low murmuring from the guests. The murmuring grew louder as two men entered the room, both naked and very much erect. Climbing onto the podium one positioned himself at the reclining girls head and the other between her splayed thighs. It was at this point that I was interrupted by Shelly
“ Never mind what's going on over there its just another initiation ceremony. See the lady in black standing with her friend? She is the one you need to concentrate on. She is your Aunts best friend. You need to serve her a drink and do exactly as she tells you. She is the Lady Evelyn Cobham and you are to address her as Madam. Now go quickly, don't keep her waiting”
The Lady in question was sitting elegantly on a couch positioned on the opposite side of the room. A very beautiful, mature lady in a very expensive looking, low cut black dress. She looked like the sort of woman that knew exactly what she wanted and how to get it. She exuded class and authority.
Having been advised of Lady Evelyn's favourite tipple I quickly placed a large Gin and a bottle of Tonic water on the tray and made my way towards “Madam”. However I could not but help being aware of what was taking place on the podium. The recumbent lady on the chaise-long was, by this time, accommodating a very large penis within her mouth whilst being slowly penetrated vaginally by another equally large member. I could not help noticing that the guests also seemed to be entering into the general depravity of things, breasts were being fondled and female hands were busy down the front of men's trousers as they watched the performance being played out before them. My cock, which up to now had behaved itself, now protruded slightly from beneath my frilly white apron. With some difficulty I managed to thread my way through the groping couples and presented myself with a clumsy curtsey to “Madam” as instructed.
“ So you are Timothy! Louise told me you were a sweet little thing and I have been so looking forward to meeting you.”
I stood tongue-tied before her acutely embarrassed and very conscious of my erection, I had hoped the frilly skirt would cover it, obviously it didn't. She carried on to say,
“Now then, I have been informed that you won't be needed here for the rest of the evening so I think it best if we leave this debauchery behind before it gets too much for you young man. Your little stem appears to be trying to tell me something. Come along, I'm really looking forward to getting to know you better”
Madam smiled and bid me accompany her at the same time instructing her male companion, whom she referred to as Guy, to bring along her drink. We followed her through the hall and up the stairs to her suite. I had a distinct feeling that Guy, climbing the stairs behind me, had a good look up my skirt. I wasn't sure whether to be annoyed, frightened or flattered, but my erection did not go away.
Lady Evelyn ushered me through the door before turning to Guy. Preventing him from entering, she took her drink from him saying,
“ Thank you Guy but I wish to speak to young Timothy in private. I hope you don't mind but he seems to be quite a sensitive young man and your presence may seem a little intimidating. “
Guy smiled and gave a nod of his head. He replied
“Of course Ma'am, if you need me please don't hesitate.”
Closing the door on him she turned to face me and taking me by the hand led me to the sofa. Sitting herself down she had me stand directly in front of her. Although my erection had subsided I was well aware that the frilly apron did not fully hide my now diminutive organ. I began to redden with embarrassment.
“Lift up your skirt and let me have a closer look at that sweet little cock of yours. Don't be shy, be a good boy and show me.”
Reluctantly but bearing in mind of the already threatened dire consequences of not conforming to her wishes. I did as she asked and lifted the hem of my skirt to fully exposed my shame.
“Oh, how cute is that! I could eat it all up, it is so sweet.”
So saying she leaned forward and cupped my package in the palm of her hand.
“Oh my, your balls are quite heavy!
I was very aware that my penis was responding to the gentle manipulation of my testicles. She reacted to my stiffening appendage in much the same way as my Aunt,
“Absolutely charming..... gorgeous, look how stiff its getting, and it's become so much bigger than I thought it would . I wonder if I can do something to make it even bigger?”
Without waiting for my reply she took hold of my now rigid organ and pulled the foreskin back to fully expose the glans. Upon it's appearance the purple head, already leaking pre-cum, immediately spurted a jet of semen three feet into the air causing her to give a gasp of surprise followed by peals of laughter.
“I'm so sorry, I'm not laughing at you honestly but you did catch me by surprise. You do seem to have a bit of a “hair trigger”, we will have to work on that little problem and teach you some self control.”
She passed me a tissue and ordered me to sit next to her on the sofa.
“I've known your Aunt Louise for many years and she has told me all about you, I have been looking forward to meeting you ever since she told me you were staying here for the summer. She has also been kind enough to offer me the use of this suite whilst I take care of some business locally. I will be taking up a more permanent residence here as of next weekend. Consequently, dear Louise has suggested that you fill the position of my personal Maid. How do you feel about that?”
Puzzled, I queried as to why I had to be a maid and not just a male servant. I was not accustomed to wearing frills and nylon stockings, although to be truthful, I was beginning to think that I was not totally adverse to the idea. Ignoring my query she answered,
“ Have you ever thought about your sexual identity? I ask because Lucy has noticed over the years that although you were obviously a boy, that you did have some distinctly feminine traits. Bless her, she has asked me to help you explore your sexuality..... your preferences? Have you ever thought of having a relationship with another boy, or a man?”
This did give me something to think about. I was reminded of schooldays in the showers after a Rugby Match and the strange feelings I had seeing some of the older boys naked, flourishing there erect cocks and boasting about who had the biggest. It was also something that I could not get off my mind since seeing those two men step onto the podium earlier that evening. I began to wonder whether it was the sight of their rigid cocks and not the sexual acts being performed, that triggered my own erection. Yet..... I was still aroused by Lady Evelyn, she was undeniably a very beautiful woman and I was certainly attracted to her. There was something very erotic about her despite her mature years. Noticing the vacant look on my face she continued,
“Think about it.”
She arose from the sofa and I watched as she walked across the the room to her bedroom. She returned holding what I now know to be a chastity cage along with a pair of black panties.
“There's something I want you to do for me. I want you to wear this, I want your balls fully charged when I next see you. We need to sort out your 'hair trigger”.
Handing me her panties still warm from the recent contact with her feminine parts she fitted the cage to my now wilted organ and deftly locked it with a tiny padlock.
“The cage will serve you two purposes, primarily it will stop you from masturbating and it will also save you any embarrassment caused by an inadvertent erection whilst going about you duties. Now, put on my panties, they will serve to preserve your modesty and provide you with a little memento of me until the weekend. I do so look forward to our next meeting, now pull your skirt down and get off back to your room, I will see you towards the end of the week. “
On my way down the hallway as I turned to climb the stairs I caught a glimpse of Guy entering Lady Evelyn's suite. It made me wonder if that was the real reason she had divested herself of her knickers.... I was surprised to realise that I felt quite jealous.
Upon returning to my room I divested myself of the maids uniform. I noticed that brand new Jeans and a T-shirt along with underwear, had been laid out on the sofa for me. At least I would have something decent to wear in the morning. I began to undress and after removing the panties provided by Lady Evelyn I could not resist the temptation of holding them to my face and inhaling the musky scent of her intimate parts. My penis stirred within its cage and naked I went to bed holding her panties against my face. I began to think about what she had said to me as I fell asleep still inhaling her scent and wondering what indeed were my preferences, Cunt or Cock? Maybe both!
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